ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Furan derivatives. IC. Role of acetic anhydride in nitration of 3-(2-furyl)acrylic acid

J. Kováč and F. Považanec

Department of Organic Chemistry, Slovak Technical University, 880 37 Bratislava

Abstract:  An exothermic reaction, leading to 3-(2-furyl)acrylic anhydride and a little amount of furfurylideneacetone is taking place when reacting 3-(2-furyl)acrylic acid in acetic anhydride above 120°C. The 3-(5-acetyl-2-furyl)acrylic acid was formed under the afore-mentioned conditions only in the presence of H₃P0₄ . The 3-(2-furyl)acrylic anhydride is more stable towards HNO, at temperatures under — 5°C than the free acid and therefore, it was possible to nitrate it in acetic anhydride to 3-(5-nitro-2-furyl)acrylic acid with an HN0₃—CH₃COOH mixture, which means a simplification of the nitration process.

Full paper in Portable Document Format: 322a267.pdf

Chemical Papers 32 (2) 267–275 (1978)